64566-32-1Relevant articles and documents
Synthesis of Small-Medium Ring Thioanhydrides
Kates, Michael J.,Schauble, J. Herman
, p. 971 - 978 (2007/10/02)
Reaction of five-membered ring anhydrides with sodium sulfide has previously been employed for synthesis of the corresponding thioanhydrides in low yields.Re-examination of the stoichiometry reveals reaction of cyclic anhydride with sodium sulfide (2:1 respectively), affords the thioanhydride accompanied by the corresponding dicarboxylate in a 1:1 molar ratio.The mechanistic pathway for this reaction has also been elucidated.Optimization of reaction conditions has resulted in the synthesis of a variety of four to seven-membered ring thioanhydride in yields approaching theoretical.